ACETARSONE Chemical Properties

Melting point:

220.5°C

Boiling point:

72.17°C

Density 

1.0325 g/cm3(Temp: 15 °C)

storage temp. 

Store at RT

solubility 

DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

form 

solid

pka

pKa 3.73 (H2O t=26) (Uncertain);7.9 (Uncertain); 9.3(H2O) (Uncertain)

color 

Crystalline material

Merck 

13,53

Safety Information

Hazard Codes 

T,N

Risk Statements 

23/25-50/53

Safety Statements 

20/21-28-45-60-61

RIDADR 

UN 3465 6.1/PG 2

WGK Germany 

3

RTECS 

CF8400000

HazardClass 

6.1(b)

PackingGroup 

III

Toxicity

MLD in rabbits, cats (mg/kg): 125-150, 150-175 orally (Anderson, Leake)

MSDS

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ACETARSONE Usage And Synthesis

Originator

Acetarsol ,Cyklo Pharma Chem Pvt. Ltd.

Uses

antiprotozoal; diethylamine salt as antiphilitic

Definition

ChEBI: Acetarsol is a member of acetamides and an anilide.

Manufacturing Process

1 part of 4-chloroaniline is dissolved with 2 parts of concentrated hydrochloric acid (specific gravity 1.16) and 10 parts of water, and diazotised in the usual manner. 3 parts of sodium arsenite are introduced into the diazo solution thus obtained, the sodium arsenite being dissolved in 5 parts of water and 1 part of 96% ethanol. The solution is heated slowly to 70°C. When evolution of nitrogene ceased, it is filtered from separated oil and the addition of hydrochloric acid precipitates the 4-chlorophenylarsonic acid, which crystallizes out in the form of white needles.
By action HNO3/H2SO4 on 4-chlorophenylarsonic acid is obtained 4-chloro-3- nitrophenylarsonic acid which is converted at 100°C with 33% aqueous solution of sodium hydroxide to 4-hydroxy-3-nitrophenylarsonic acid. After reduction of NO2 group of 4-hydroxy-3-nitrophenylarsonic acid by the action of Na2S2O3 or Fe/NaOH is obtained 3-amino-4-hydroxyphenylarsonic acid. From 3-amino-4-hydroxyphenylarsonic acid and acetic anhydride is prepared N-acetyl-4-hydroxy-m-arsanilic acid.

brand name

190 f;Acetarsolum;Amarson;Arsabott;Auryphan;Chrlich 594;Collarsin;Edoiacolo;Ehrlich 594;F 190;Fluryl;Fourneau 190;Kharophene;Neo-vagex;Pallacid;Trichovan;Vagipurin;Vagisep;Vagival.

Therapeutic Function

Antiprotozoal, Tonic

World Health Organization (WHO)

Acetarsol, which has antiprotozoal and antitrichomonal activity, has largely been discarded for systemic use because of its potential to cause systemic poisoning. However, topical preparations for vaginal trichomoniasis are still available and it is included in low concentrations (equal to or less than 0.45%) in some medicated toothpastes.

Safety Profile

Poison by ingestion and intravenous routes. Human systemic effects by ingestion: respiratory system, endocrine system, dermatitis, and fever. Human systemic effects by intravagmal route: hallucinations, dlstorted perceptions, convulsions, nausea or vomiting, decreased urine volume, and fever. Mutation data reported. See also ARSENIC COMPOUNDS. When heated to decomposition it emits very toxic fumes of NOx, and As

Purification Methods

It crystallises from water in colourless prisms. It decomposes slowly on prolonged boiling in H2O or dilute alkalis. The N-propionyl derivative recrystallises from H2O with m 228-229o(dec). [Raiziss & Fisher J Am Chem Soc 48 1323 1926, Hewitt & King J Chem Soc 823 1926, Beilstein 16 I 491, 16 II 521, 16 III 1129.]

ACETARSONE(97-44-9)Related Product Information

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• Sodium acetarsone,Acetarsone sodium
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